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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182648Generated: November 1, 2026

Diethyl Ether → 2-(5-Bromo-2-methoxyphenyl)propan-2-ol

https://huagongshe.com/reaction/2182648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 5-bromo-2-methoxybenzoateHCID 13297188—
ReactantHCID 178418573HCID 178418573—
SolventEthyl AcetateHCID 8857—
Product2-(5-Bromo-2-methoxyphenyl)propan-2-olHCID 21948878—

Reaction Steps

62 ml of a 3 M methylmagnesium bromide solution in tetrahydrofuran is added in drops within one hour at 0 C. into 18.6 g of 5-bromo-2-methoxybenzoic acid methyl ester and 180 ml of diethyl ether. After 16 hours at room temperature and while being cooled with ice, it is mixed with saturated ammonium chloride solution and ethyl acetate. The ethyl acetate phase is washed with water, dried (Na2SO4) and concentrated by evaporation. After bulb tube distillation (boiling point: 140° C./0.04 hPa), 16.7 g of crystalline 1-(5-bromo-2-methoxyphenyl)-1-methylethanol is obtained. Flash point: 66-68° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897224B2
Source datasetuspto-grants-2005_05
ORD IDord-7bc19cae3c9b4982b1172e2c0f23e922
Source noteuspto-grants-2005_05